guanabenz   Click here for help

GtoPdb Ligand ID: 5443

Abbreviated name: GBZ
Synonyms: NSC 68982 | Wy 8678 | Wytensin®
Approved drug
guanabenz is an approved drug (FDA (1982))
Compound class: Synthetic organic
Comment: Guanabenz is an antihypertensive drug.
Marketed formulations may contain guanabenz acetate (PubChem CID 5702062). This entry shows the E isomer, as represented in the INN record for guanabenz.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 2
Topological polar surface area 76.76
Molecular weight 230.01
XLogP 3.21
No. Lipinski's rules broken 0
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Canonical SMILES NC(=N/N=C\c1c(Cl)cccc1Cl)N
Isomeric SMILES NC(=N/N=C\c1c(Cl)cccc1Cl)N
InChI InChI=1S/C8H8Cl2N4/c9-6-2-1-3-7(10)5(6)4-13-14-8(11)12/h1-4H,(H4,11,12,14)/b13-4-
1. Auerbach SS, DrugMatrix® and ToxFX® Coordinator National Toxicology Program. 
National Toxicology Program: Dept of Health and Human Services.
Accessed on 02/05/2014. Modified on 02/05/2014. DrugMatrix,
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Ligand efficacy and potency at recombinant alpha2 adrenergic receptors: agonist-mediated [35S]GTPgammaS binding.
Biochem Pharmacol, 55 (7): 1035-43. [PMID:9605427]
3. Kurko D, Kapui Z, Nagy J, Lendvai B, Kolok S. (2014)
Analysis of functional selectivity through G protein-dependent and -independent signaling pathways at the adrenergic α(2C) receptor.
Brain Res Bull, 107: 89-101. [PMID:25080296]
4. Proudman RGW, Akinaga J, Baker JG. (2022)
The signaling and selectivity of α-adrenoceptor agonists for the human α2A, α2B and α2C-adrenoceptors and comparison with human α1 and β-adrenoceptors.
Pharmacol Res Perspect, 10 (5): e01003. [PMID:36101495]